Lilo's Paradise in Windsor Hills is the perfect vacation destination!
All of our guests have free access to the 5* amenities at Windsor Hills Resort in Kissimmee.
Jungle Cruise themed room has custom bunk beds, fun mural and reading "cave" under the bed.
The cozy living room is the perfect place to enjoy family time
Location! Location! Location! Lilo’s Paradise is just minutes from the Disney theme parks!

Lilo's Paradise in Windsor Hills Resort - Near Walt Disney World

5 bedrooms·5 baths
Kissimmee • Florida
4.89(35 reviews)

$ 1.117,98 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Relax on our extended screened pool deck that allows for full sunshine all day year round!
Enjoy endless game night possibilities in the Star Wars themed game room.
Experience a true home away from home in retreat in our first floor primary bedroom boasting a view of the pool and a tranquil ensuite bathroom for the ultimate comfort.
The Force is strong in the Star Wars themed hall, bathroom and bedroom.
Windsor Hills is Minutes From the Magic of Disney World

Pooh's Palace in Windsor Hills, Near Walt Disney World

5 bedrooms·5 baths
Kissimmee • Florida

$ 1.083,93 USD totaal voor 3 nachten

4–7 okt 2026

Starlight Kingdom - Windsor Hills Resort image 1
Starlight Kingdom - Windsor Hills Resort image 2
Starlight Kingdom - Windsor Hills Resort image 3
Starlight Kingdom - Windsor Hills Resort image 4
Starlight Kingdom - Windsor Hills Resort image 5

Starlight Vacation Homes

3 bedrooms·3 baths
Four Corners • Florida
5(7 reviews)

$ 819,47 USD totaal voor 3 nachten

17–20 okt 2026

Free arcade!
Welcome Home!
Little Mermaid twins
Windsor Hills Resort
Mandalorian twins

Chillax Inn Archfeld

5 bedrooms·5 baths
Kissimmee • Florida

$ 1.107,62 USD totaal voor 3 nachten

17–20 okt 2026

Surprise your family with a trip to Disney and world class theme parks! ...while enjoying all the enormous amount of amenities that this resort offers!
Kids of all ages will love this waterpark all day! Enjoy access to pools, a water park, game room and more!
Spend your best memories under amenities galore!
Magic is calling!
Enjoy the decorated gallery walls and the largest, completely open floor plan available at Windsor Hills!

New! Windsor Hills Galaxy's Edge, 2mi to Disney!

3 bedrooms·2 baths
Kissimmee • Florida
4.84(205 reviews)

$ 545,36 USD totaal voor 3 nachten

5–8 okt 2026

Hours of family fun in the arcade!
Frozen bedroom upstairs. It even looks cold!
Night swimming!
A view from the top of water slides
Ratatouille themed kitchen

Chillax Inn Beechfield

5 bedrooms·5 baths
Kissimmee • Florida

$ 1.036,69 USD $ 954,95 USD totaal voor 3 nachten

27–30 sep 2026

Surprise your family with a trip to Disney and world class theme parks! ...while enjoying all the enormous amount of amenities that this resort offers!
Spend your best memories under amenities galore!
One is faster, the other more adventurous!
Magic is calling!
Enjoy an expansive dining room that flows into a Mickey Themed living room.

Windsor Hills Mickey’s Dream Home, 2mi to Disney!

3 bedrooms·2 baths
Kissimmee • Florida
4.84(267 reviews)

$ 496,25 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Nice view of the resort for your morning coffee.
Mickey and friends room
Welcome to Chillax Inn Comrow
Windsor Hills Resort amenities included FREE with your stay!
Dining for 6

Chillax Inn Comrow

2 bedrooms·2 baths
Kissimmee • Florida

$ 629,65 USD totaal voor 3 nachten

10–13 okt 2026

Delightfully Villainous
Space for all your villains to stretch out on our all leather cloud couch
Delightfully Villainous
Delightfully Villainous
Delightfully Villainous

Delightfully Villainous

3 bedrooms·2 baths
Kissimmee • Florida
5(3 reviews)

$ 853,34 USD totaal voor 3 nachten

25–28 sep 2026

Lots of comfortable seating for everyone and 70 inch HDTV, Netflix & HD Cable
You'll spend hours out here! Luxurious rattan loungers & recliners to relax
Poolside patio area with 42 inch Smart TV
Kick back in the poolside living area with padded rattan seating and 42 inch tv
The bubbling jets of the hot tub will rejuvenate those aching legs!

Serendipity at Indian Creek

5 bedrooms·4 baths
Kissimmee • Florida
4.98(172 reviews)
$285 – $300/ nacht(excl. kosten & belastingen)
Vista Home near Disney - NEW heated hot tub - games room
Welcome to Vista
Pool view dining
Vista Home near Disney - NEW heated hot tub - games room
Vista Home near Disney - NEW heated hot tub - games room

Vista Home near Disney - NEW heated hot tub - games room

5 bedrooms·4 baths
Davenport • Florida

$ 835,09 USD totaal voor 3 nachten

27–30 sep 2026

The living room has direct access to the pool.
Come swim in the coolest pool in the galaxy!
A Villa Far, Far Away
The Jedi Master bedroom with custom made accent wall and king size bed.
The bed in the Sith bedroom also lights up!

A Villa Far, Far Away

5 bedrooms·5 baths
Kissimmee • Florida
4.92(26 reviews)

$ 1.620,33 USD $ 1.290,34 USD totaal voor 5 nachten

30 sep – 5 okt 2026

Feel like royalty in the Comfortable King Bed in the Primary Suite.
The open eat in kitchen is a perfect gathering place for the family.
Resort style pool. Plenty of lounger chairs for your leisure.
The only bedroom on the first floor features a Queen size bed. Perfect for the older folks who don’t want to climb the stairs.
Casa Piña Colada

Casa Piña Colada

3 bedrooms·3 baths
Kissimmee • Florida

$ 532,00 USD totaal voor 3 nachten

22–25 apr 2027

Wasserpark Fantastischer Pool Nur wenige Minuten von Disney Parks entfernt
Wasserpark Fantastischer Pool Nur wenige Minuten von Disney Parks entfernt
Wasserpark Fantastischer Pool Nur wenige Minuten von Disney Parks entfernt
Wasserpark Fantastischer Pool Nur wenige Minuten von Disney Parks entfernt
Wasserpark Fantastischer Pool Nur wenige Minuten von Disney Parks entfernt

Wasserpark Fantastischer Pool Nur wenige Minuten von Disney Parks entfernt

3 bedrooms·2 baths
Orlando • Florida
Living room with new ceiling fan and view of saltwater pool.
Custom pool featuring Cinderella's Castle and fireworks display.
South facing saltwater pool with sun loungers.
Princesses Assemble
Princesses Assemble

Princesses Assemble

5 bedrooms·5 baths
Kissimmee • Florida
4.96(53 reviews)

$ 1.419,44 USD $ 1.139,66 USD totaal voor 5 nachten

25–30 sep 2026

Pool deck with water and woodland view
Welcome to Pandora :) Themed room with two twin beds.
Star Wars room with two twin beds
Spacious covered pool deck - so much room to relax after long day at the park.
La Isla Retreat, 6 BR pool house near Disney Parks

La Isla Retreat, 6 BR pool house near Disney Parks

6 bedrooms·5½ baths
Kissimmee • Florida
5(21 reviews)

$ 1.730,88 USD totaal voor 5 nachten

25–30 sep 2026

Luxury Lounge with Multiple Sofas
Disney Mickey Mouse Themed Bedroom Rooms
Large Luxury Master Suites with California King Beds and Quality Hotel Linen
Swimming pool, Deck and Lanai (Optional Pool Heating)
Newly Remodeled and Rebuilt

Mickeys Landing 2 Master Suite Private Pool Hot Tub Game RM BBQ

4 bedrooms·3 baths
Kissimmee • Florida
4.98(308 reviews)

$ 1.514,18 USD totaal voor 5 nachten

14–19 nov 2026

Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill
Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill
Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill
Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill
Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill

Turtley Awesome - Heated Spa - Themed Bedrooms - BBQ Grill

5 bedrooms·3 baths
Davenport • Florida

$ 780,99 USD totaal voor 3 nachten

4–7 okt 2026

The Grand Village 4BR Pool Home near Disney Parks image 1
The Grand Village 4BR Pool Home near Disney Parks image 2
The Grand Village 4BR Pool Home near Disney Parks image 3
The Grand Village 4BR Pool Home near Disney Parks image 4
The Grand Village 4BR Pool Home near Disney Parks image 5

The Grand Village 4BR Pool Home near Disney Parks

4 bedrooms·4 baths
Davenport • Florida

$ 629,77 USD totaal voor 3 nachten

25–28 sep 2026

Dory's Magic by Emerald Island Rentals
Dory's Magic by Emerald Island Rentals
Dory's Magic by Emerald Island Rentals
Dory's Magic by Emerald Island Rentals
Dory's Magic by Emerald Island Rentals

Dory's Magic by Emerald Island Rentals

7 bedrooms·5½ baths
Kissimmee • Florida
5(5 reviews)

$ 2.860,20 USD totaal voor 7 nachten

25 sep – 2 okt 2026

Super Mario Adventure Room (Shared Bath)
Super Mario Adventure Room (Shared Bath)
Super Mario Adventure Room (Shared Bath)
Super Mario Adventure Room (Shared Bath)
Super Mario Adventure Room (Shared Bath)

Super Mario Adventure Room (Shared Bath)

1 bedroom·1 bath
Kissimmee • Florida
$225/ nacht(excl. kosten & belastingen)
Front upstairs Master
Front upstairs Master
Front upstairs Master
Front upstairs Master
Front upstairs Master

Front upstairs Master

1 bedroom·1 bath
Kissimmee • Florida
$225/ nacht(excl. kosten & belastingen)
Hulk Smash Twin Room (Shared Bath)
Hulk Smash Twin Room (Shared Bath)
Hulk Smash Twin Room (Shared Bath)
Hulk Smash Twin Room (Shared Bath)
Hulk Smash Twin Room (Shared Bath)

Hulk Smash Twin Room (Shared Bath)

1 bedroom·1 bath
Kissimmee • Florida
$225/ nacht(excl. kosten & belastingen)
Elegant King Suite with Private Bath
Elegant King Suite with Private Bath
Elegant King Suite with Private Bath
Elegant King Suite with Private Bath
Elegant King Suite with Private Bath

Elegant King Suite with Private Bath

1 bedroom·1 bath
Kissimmee • Florida
$225/ nacht(excl. kosten & belastingen)